Boron trifluoride etherate → HCID 25017608, compound

HRID 511981Notes

Reaction equation

HRID 511981 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][S:20]([F:23])(=[O:22])=[O:21])=[CH:11][CH:10]=1)C1C=CC=CC=1.B(F)(F)F.CCOCC>C(S)(S)C>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][S:20]([F:23])(=[O:22])=[O:21])=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 8000Boron trifluoride etherateHCID 44128291HCID 44128291, compound

Product 1

HCID 25017608HCID 25017608, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 336451,1-EthanedithiolSolvent

Procedure

5-(4-Hydroxy-phenyl)-pentanesulfonyl fluoride (14.4) was synthesized as described in 14.1 using, 13.4 (0.28 g, 0.83 mmol) in ethanedithiol (10 mL) and BF3.Et2O (0.47 g, 3.32 mmol). Purification by flash column chromatography on silica gel gave 14.4 (0.139 g, 68% yield) as a white solid (m p 32-35° C.).

Workup

  1. custom5-(4-Hydroxy-phenyl)-pentanesulfonyl fluoride (14.4) was synthesized
  2. customPurification by flash column chromatography on silica gel

Sources & evidence

ORD record
ord-7d2904ad9ac742ea914be900545e4114
Source dataset
uspto-grants-2015_08
Patent number
US09102622B2

Reaction notes

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